42393-39-5Relevant academic research and scientific papers
Cu/CuxOyNPs architectured COF: a recyclable catalyst for the synthesis of oxazolidinedioneviaatmospheric cyclizative CO2utilization
Sarkar, Somnath,Ghosh, Swarbhanu,Mondal, Jahangir,Islam, Sk. Manirul
supporting information, p. 12202 - 12205 (2020/10/20)
The present study describes the favourable construction of a crystalline covalent organic framework (COF) with exceptional surface area, tunable pore size and huge CO2capture efficiency to facilitate a novel multicomponent cyclization by introducing CO2into extremely reactive organic skeletons. In the presence of a catalytic Cu/CuxOyNP-loaded COF, several 2-bromo-3-alkylacrylic acids combined with several amine derivatives and CO2(0.1 MPa) are converted to the desired oxazolidinediones in excellent yields (up to 96%) under alkali-free conditions and ambient temperature.
Chemical fixation of carbon dioxide by copper catalyzed multicomponent reactions for oxazolidinedione syntheses
Sharma, Siddharth,Singh, Ajay K.,Singh, Devendra,Kim, Dong-Pyo
supporting information, p. 1404 - 1407 (2015/03/18)
The quest to reduce greenhouse gases has triggered the development of new chemical fixation of carbon dioxide. Given the importance of CO2 based transformation chemistry, we demonstrate the fixation of CO2 for oxazolidinedione synthesis via a novel multicomponent synthesis. In the presence of a catalytic amount of Cu2O, various 2-bromo-3-phenylacrylic acid derivatives reacted with CO2 and amines are transformed to the corresponding oxazolidinedione derivatives in high yields. This journal is
Simple and efficient copper-catalyzed approach to 2,4-disubstituted imidazolones
Gong, Xiaoyu,Yang, Haijun,Liu, Hongxia,Jiang, Yuyang,Zhao, Yufen,Fu, Hua
supporting information; experimental part, p. 3128 - 3131 (2010/09/04)
(Figure Presented) Some imidazolone derivatives are biological and pharmaceutical active molecules and the chromophores of the fluorescent proteins. In this communication, a simple and efficient approach to 4-arylidene-2-alkyl-4,5-dihydro-1H-imidazol-5-ones (2,4-disubstituted imidazolones) has been developed, and the protocol uses readily available 2-bromo-3-alkylacrylic acids and amidines as the starting materials without addition of any ligand or additive. The reactions were performed under mild conditions. Therefore, the present method will be of wide application in organic chemistry and medicinal chemistry.
Studies on the transition metal-catalyzed synthesis of variously substituted (E)-3-[1-(aryl)methylidene]- and (E)-3-(1-alkylidene)-3H-furan-2-ones
Rossi, Renzo,Bellina, Fabio,Bechini, Chiara,Mannina, Luisa,Vergamini, Piergiorgio
, p. 135 - 156 (2007/10/03)
5-Aryl and 5-alkyl substituted (E)-3-[1-(aryl)methylidene]- and (E)-3-(1-alkylidene)-3H-furan-2-ones, (E)-9, have been selectively synthesized by cyclization of the corresponding (E)-2-(1-alkynyl)-3-aryl/alkylpropenoic acids, (E)-11, in the presence of AgNO3 or Pd-catalysts such as trans-di(μ-acetato)bis[(di-o-tolylphosphino)benzyl]dipalla-dium(II) or that constituted of a mixture of Et3N and PdCl2(PhCN)2 or PdCl2(CH3CN)2. in a 3:1 molar ratio, respectively. A representative (E)-5-aryl-3-[1-(aryl)methylidene]-3H-furan-2-one, i.e. (E)-9i, has been also prepared by a tandem process involving a Pd(0)- and Cu(I)-catalyzed cross-coupling reaction between an 1-alkyne and a (Z)-3-aryl-2-bromopropenoic acid followed by a catalytic intramolecular oxypalladation of the resulting cross-coupled product. However, when this same approach was used to prepare an (E)-5-alkyl-3-[1-(aryl)methylidene]-3H-furan-2-one, i.e. (E)-9j, a mixture of (E)-9j and the corresponding (E)/(Z)-5-(1-alkylidene)-3-(aryl)methyl-5H-furan-2-one, i.e. (E)/(Z)-20, was obtained. Finally, in an attempt to prepare an (E)-4-alkyl-5-aryl-3-[1-(aryl)methylidene]-3H-furan-2-one, i.e. (E)-14a, by a tandem process involving the intramolecular oxypalladation of an (E)-enynoic acid, (E)-11, followed by a cross-coupling reaction of the resulting compound with aryl iodide, a (Z)-5-(1-alkynyl)-4-aryl-3-arylmethyl-5H-furan-2-one, i.e. (Z)-22, has been stereoselectively obtained.
